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Understanding the folding process of synthetic polymers by small-molecule folding agents

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Abstract

Two acceptor containing polyimides PDI and NDI carrying pyromellitic diimide units and 1,4,5,8-naphthalene tetracarboxy diimide units, respectively, along with hexa(oxyethylene) (EO6) segments as linkers, were prepared from the corresponding dianhydrides and diamines. These polyimides were made to fold by interaction with specifically designed folding agents containing a dialkoxynaphtha-lene (DAN) donor linked to a carboxylic acid group. The alkali-metal counter-ion of the donor carboxylic acid upon complexation with the EO6 segment brings the DAN unit in the right location to induce a charge-transfer complex formation with acceptor units in the polymer backbone. This two-point interaction between the folding agent and the polymer backbone leads to a folding of the polymer chain, which was readily monitored by NMR titrations. The effect of various parameters, such as structures of the folding agent and polymer, and the solvent composition, on the folding propensities of the polymer was studied.

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References

  1. Hill D J, Mio M J, Prince R B, Hughes T S and Moore J S 2001 Chem. Rev. 101 3893

    Article  CAS  Google Scholar 

  2. Appella D H, Christianson L A, Karle I L, Powell D R and Gellman S H 1996 J. Am. Chem. Soc. 118 13071

    Article  CAS  Google Scholar 

  3. Licini G, Prins L J and Scrimin P 2005 Eur. J. Org. Chem. 6 969

    Article  Google Scholar 

  4. Gellman S H 2005 Polym. Preprints 46 169

    CAS  Google Scholar 

  5. Cheng R P 2004 Curr. Opin. Struct. Biol. 14 512

    Article  CAS  Google Scholar 

  6. Huc I 2004 Eur. J. Org. Chem. 1 17

    Article  Google Scholar 

  7. Sanford A R and Gong B 2003 Curr. Org. Chem. 7 1649

    Article  CAS  Google Scholar 

  8. Gellman S H 1998 Acc. Chem. Res. 31 173

    Article  CAS  Google Scholar 

  9. Zych A J and Iverson B L 2000 J. Am. Chem. Soc. 122 8898

    Article  CAS  Google Scholar 

  10. Gawronski J, Kaik M, Kwit M and Rychlewska U 2006 Tetrahedron 62 7866

    Article  CAS  Google Scholar 

  11. Arunkumar E, Ajayaghosh A and Daub J 2005 J. Am. Chem. Soc. 127 3156

    Article  CAS  Google Scholar 

  12. Ajayaghosh A, Arunkumar E and Daub J 2002 Angew. Chem. Intl. Ed. 41 1766

    Article  CAS  Google Scholar 

  13. Morozumi T, Hama H and Nakamura H 2006 Anal. Sci. 22 659

    Article  CAS  Google Scholar 

  14. Ghosh S and Ramakrishnan S 2004 Angew. Chem. Int. Ed 43 3264

    Article  CAS  Google Scholar 

  15. Ghosh S and Ramakrishnan S 2005 Macromolecules 38 676

    Article  CAS  Google Scholar 

  16. Ghosh S and Ramakrishnan S 2005 Angew. Chem. Int. Ed. 44 5441

    Article  CAS  Google Scholar 

  17. Zhao X, Jia M-X, Jiang X-K, Wu L-Z, Li Z-T and Chen G-J 2004 J. Org. Chem. 69 270

    Article  CAS  Google Scholar 

  18. Vögtle F and Weber E 1979 Angew. Chem. Intl. Ed. 18 75

    Article  Google Scholar 

  19. Lohr H G and Vögtle F 1985 Acc. Chem. Res. 18 65

    Article  Google Scholar 

  20. Hynes M J 1993 J. Chem. Soc. Dalt. Trans. 311

  21. Deperasinkska I and Prochorow J 1977 Advances in Molecular Relaxation and Interaction Processes 11 51

    Article  Google Scholar 

  22. Sinanoglu O 1968 Molecular associations biology (ed.) B Pullman (New York: Academic Press)

    Google Scholar 

Download references

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Correspondence to S. Ramakrishnan.

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Ramkumar, S.G., Ramakrishnan, S. Understanding the folding process of synthetic polymers by small-molecule folding agents. J Chem Sci 120, 187–194 (2008). https://doi.org/10.1007/s12039-008-0022-3

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  • DOI: https://doi.org/10.1007/s12039-008-0022-3

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